HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperidin-4-ol → 4'-(4-(2-Methoxy-phenylsulfanyl)-3-trifluoromethyl-phenyl)-3,4,5,6-tetrahydro-2H-(1,2')bipyridinyl-4-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperidin-4-ol | HCID 79341 | — |
| Reactant | 4-Hydroxypyrrolidine | HCID 98210 | — |
| Reactant | 2-Chloro-4-(4-(2-methoxy-phenylsulfanyl)-3-trifluoromethyl-phenyl)-pyridine | HCID 21906809 | — |
| Product | 4'-(4-(2-Methoxy-phenylsulfanyl)-3-trifluoromethyl-phenyl)-3,4,5,6-tetrahydro-2H-(1,2')bipyridinyl-4-ol | HCID 21906788 | — |
Reaction Steps
The title compound was prepared according to the procedures of Example 38E, substituting compound 76 with compound 96 (0.039 g, 0.0985 mmol) and 3-hydroxypyrrolidine with 4-hydroxypiperidine. A yellow solid 98 was obtained (0.0299 g, 66%). 1H-NMR (CDCl3, 400 MHz) δ 1.76–1.84 (m, 2H), 2.02–2.10 (m, 2H), 3.69–3.76 (m, 2H), 3.83 (s, 3H), 4.01–4.07 (m, 2H), 4.12–4.17 (m, 1H), 6.95 (d, J=6.6 Hz, 1H), 6.99 (s, 1H), 7.01–7.07 (m, 3H), 7.46–7.52 (m, 3H), 7.85 (s, 1H), 8.23 (d, J=6.6 Hz, 1H). MS (APCI) m/z 461 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07129247B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-6c8c52ff4d9449abb4d2853e1a248ae2 |
| Source note | uspto-grants-2006_10 |